I installed Windows 10 on my machine a couple of weeks ago, and downloaded the latest version of Skype. I could still log in with my 10 year old account, but I couldn't recover my chat history (even though I have the actual appdata dir that contains the chat data)
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That's because the electron app doesn't use the same files for your chat history. You have to use Skype Classic for that.
You can still install the latest 7.41.0.101 version of the classic Skype on a Windows 7 or newer system using one of these links:
https://go.skype.com/classic.skype
http://download.skype.com/msi/SkypeSetup_7.41.0.101.msi
https://download.skype.com/5d7ac191986ccb485223c4e4e9e3e4ce/...
thank you so much, this is exactly what I wanted